Windermere Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Windermere

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is 5.115.996 ₫ per night from 7 Sept to 8 Sept
5.115.996 ₫
6.833.742 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (789 reviews)
"Breakfast choices are great. Beds are comfortable."

Reviewed on 15 Aug 2025

Windermere House
JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 out of 5
1050 Paignton House Road, Muskoka Lakes, ON
Fully refundableReserve now, pay when you stay
The price is 8.060.879 ₫ per night from 14 Sept to 15 Sept
8.060.879 ₫
11.004.798 ₫ total
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Lovely hotel resort"

Reviewed on 8 Aug 2025

JW Marriott The Rosseau Muskoka Resort & Spa
Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

2 out of 5
1165 Muskoka Rd South, Hwy 11 & Hwy 169, Gravenhurst, ON
Fully refundableReserve now, pay when you stay
The price is 2.851.726 ₫ per night from 1 Sept to 2 Sept
2.851.726 ₫
3.351.348 ₫ total
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (959 reviews)
"Clean rooms and comfortable. Easy parking. The second floor has no elevator so not great if you have a lot of luggage. There was some renovation noise on first day. Washrooms are a bit small, new carpet in room."

Reviewed on 15 Aug 2025

Howard Johnson by Wyndham Gravenhurst
See all 986 properties in Windermere
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Muskoka Lakes Winery

Muskoka Lakes Winery

You can enjoy a tasting or tour at Muskoka Lakes Winery during your travels to Bala. Visit the spas in this family-friendly area or simply enjoy its restaurants.

Muskoka Lakes Winery

Lake Joseph Golf Club

Enjoy a round of golf in Port Carling at Lake Joseph Golf Club. While in this family-friendly area, you can savour the top-notch restaurants.

Lake Joseph Golf Club

The Rock Golf Course

Enjoy a round of golf in Minett at The Rock Golf Course. While in this relaxing area, you can savour the top-notch restaurants.

The Rock Golf Course

Frequently asked questions

How much does a Windermere holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Windermere costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Windermere?
Plan your trip for the off-peak season and you're likely to score cheap Windermere holiday packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Windermere?
The ideal duration of your Windermere holiday depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to check out all the leading attractions and explore some hidden gems along the way.
How to find the best Windermere package deals?
Finding a cheap Windermere package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Windermere package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Windermere holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Windermere holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Windermere?
If you're considering a spontaneous Windermere adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Windermere?

  1. Pick your travel dates: The things you plan to do in Windermere and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Windermere.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Windermere. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Windermere holiday package that brings all your bookings together.